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Three types of π-stacking of 3,6-diaryl substituted furo[3,4-c]furanone polymorphs

Authors: Pauk Karel | Imramovský Aleš | Teichmanová Kateřina | Chernenko Daria | Luňák Stanislav

Year: 2023

Type of publication: ostatní - přednáška nebo poster

Page from-to: nestránkováno

Titles:

Language	Name	Abstract	Keywords
eng	Three types of π-stacking of 3,6-diaryl substituted furo[3,4-c]furanone polymorphs	Six 3,6-diaryl substituted furo[3,4-c]furanones (DFF) were synthesized. The computational analysis, based on density functional theory, found eight possible centrosymmetrical slipped π-stack arrangements, formed according to electron repulsion minimization principle. One of these slipped stack arrangements was found to form infinite columns in the crystals by single crystal X-ray diffractometry. All six derivatives show intense solution fluorescence in blue/green region, with a maximum driven entirely by a number and position of methyl substituents on phenyl rings. On the other hand, the solid-state fluorescence from yellow over orange to red is observed only for four derivatives and its presence/absence, spectral position and vibronic structure is driven exclusively by the slips in of π-stacks of almost planar DFF molecules, resulting in J-type emission, H-type excimer-like emission and H-type quenching.	3,6-diaryl substituted furo[3,4-c]furanone polymorphs; computational analysis; fluorescence